If your just a one man operation and you don't have to worry about keeping a crew busy for the day then by all means wait till another day...with 30mph winds you'll just be chasing the same stuff over & over all day. By all means...if its not too much of a burden to you...skip the windy day...2 acres too...thats alotta chasing to be doing for one guy!

It depends on the wind, the layout of the property, how badly the job needs to be done, etc. We have done leaf cleanups under remarkably windy conditions, but also have switched work schedules mid-day when the wind was just too strong.

I would wait till a calm day if you can. But that's not always possible. Better to get some equipment maintenance done, or even rest, then make it up later in the week. But I don't do a real thorough cleanup till the leaves are all down, anyway. I get the bulk of the leaves and mulch em to dust or bag em, but 15 minutes after you leave there will always be more leaves there. The neighbor's leaves will blow in, and more will be falling. On some lawns, I leave the leaves in place in the beds until there are enough to make it worthwhile to do. But every customer has different needs, so plan accordingly.

Do what you think you can get away with. If the customer insists that you be there for whatever reason, and they don't care how long it takes... then by all means go ahead and do it. On the other hand, if they have said it can wait till you have time, and they are good customers... leave it till a nicer day. I did one place a couple years back at the TOP of a HILL... had to be one of the highest elevations in the town... needless to say... leaves were impossible even on the best of days.

I did a leaf cleanup a couple of weeks ago that I got caught up in the wind. The weather service said "wind, late afternoon". I take that as 2-4 pm. We got started about 9:30 am and the wind started about 10:30 am. We chased them leaves all over that property. Leaves dumped on the curb 2-4 houses down were whipping down the street and when the wind shifted, they would blow all over the areas we had just cleaned up. I say, if the wind can blow out a candle then stay home!